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Volumn 6, Issue 3, 2011, Pages 922-931

Synthetic studies of the Zoanthamine alkaloids: Total synthesis of zoanthenol based on an isoaromatization strategy

Author keywords

alkaloids; isoaromatization; natural products; total synthesis; zoanthenol

Indexed keywords

ALKALOIDS; ISOAROMATIZATION; NATURAL PRODUCTS; TOTAL SYNTHESIS; ZOANTHENOL;

EID: 79951999065     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201000552     Document Type: Article
Times cited : (13)

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    • Isoaromatization of 6-alkylidene-2-cyclohexen-1-one derivatives to 2-alkylphenols has been reported by several groups
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    • 3, TBSOTf, LiOTf, and LiI, also promoted the isoaromatization of 24 to 25. However, further investigation was not undertaken due to suspected instability of the aminoacetal moiety in the advanced substrate 29 to the reaction conditions.
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    • 3 (aq.), after filtration of the reaction mixture through a pad of celite.
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    • As the compounds 29 and 30 were labile on silica gel, the crude products were directly used in the next reactions.
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    • The use of an excess amount of LDA resulted in the formation of a C19-dimethylated compound as the major product, along with 32.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.